Whispering Pines by Seaside Vacations & Sales

Chincoteague Island, Virginia
$279 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 2 nights

Min Stay

Trees listen to the Breeze; and then rustle its voice so beautifully….

Looking for a getaway that makes you feel a million miles from the real world Just imagine kicking back under the shade of tall Pine Trees - swaying in the breeze, while you listen to the Tree Frogs sing - pure bliss. Whispering Pines is not just a place to lay your head at night - it’s a feeling - a true Vacation Experience. Nestled on a quiet cul-de-sac in a great mid-Island location, you’ll beclose to everywhere you want to be, including Assateague National Seashore, where our famous Wild Ponies roam free. And, Whispering Pines welcomes your well-trained dog with a $100 Pet Fee each - 2 max! Now, it’s truly a Vacation for the whole family!

As you pull down the long lane to this beautiful Duplex, you’ll know you made the right choice. Even though it’s a Duplex, it offers so much privacy and space. You’ll enter through the fabulous Screened Porch that lines the front of the house - kick off your Flip Flops and let the fun begin!

You’ll love kicking back in the spacious Living Area with Free WiFi and Flat Screen Smart TV. There’s even a cozy Seasonal Fireplace for those chilly Off-Season Stays. Whispering Pines is the perfect getaway for any season, and we absolutely adore our Little Island by the Sea in the quieter months, as well! Sink into the comfy furnishings after a day of fun in the sun, and just BE together - what a wonderful concept! We love the Open Layout of Whispering Pines - it’s perfect for spending time together without ever feeling crowded.

The Living Area opens to the Kitchen and Dining Area. Well-Stocked with all the comforts of home, mealtime will be anything but a chore. With both a Keurig and Mr. Coffee type pot, everyone will enjoy their favorite morning brew. Dine in the comfort of Central AC, or wander out to the Screened Porch and dine Al-Fresco under the shade of the Pine Trees. Grab a quick bite at the Breakfast Bar before heading to the Beach to search for Wild Ponies, or pick up some Sandy Pony Donuts on the way! Speaking of Ponies, the backyard of Whispering Pines overlooks Historic Beebe Ranch, and you can often see Chincoteague Ponies right from your back Deck! Relax on the Deck or in the yard around the Fire Pit - so many cool places to just hang out at Whispering Pines.

Whispering Pines sleeps 9 in 3 Bedrooms and 2 Full Baths. Bedroom 1 is located on the 1st Floor and has a comfy Queen. Perfect for those who prefer not dealing with stairs, this spacious Bedroom has a Flat Screen Smart TV, and Private Access to the back Deck. Full Bath 1 is just across the hall, and has a large Vanity and Tub/Shower Combo. A Full Size Washer and Dryer is also provided for your convenience.

Wandering upstairs, you’ll find 2 more Bedrooms and another Full Bath. Bedroom 2 is a huge room with soaring ceilings, sunny yellow walls, and a luxurious King Bed. The kids and grown-ups alike will approve of Bedroom 3, which sleeps 5! There is a Pyramid Bunk (Twin over Queen) and a Twin Bed with Twin Trundle. Both Bedrooms 2 and 3 each have a Flat Screen Smart TV, as well.

The great mid-Island location of Whispering Pines means you’re pretty much 5 minutes from everywhere you want to be. A short drive to the Beach, Historic Main Street’s Shops and Restaurants, and more, you’re in the perfect location for all adventures Chincoteague! Your furbaby will love being able to tag along to many places, including Chincotiki, Island Creamery, and Leonard Waterfront Park, which is dog friendly, but unfortunately they can’t tag along to the Beach with you. But, they and you are going to love those peaceful walks amongst the Pine Trees at beautiful Whispering Pines! Plan your getaway today!

Well-trained dogs allowed with non-refundable $100 Pet Fee each - 2 Max, and must be approved in advance. Pets must be on flea and tick preventative and current on vaccinations. No cats. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Power Boating Nearby Swimming Nearby Water Park Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 9

Map Map

School District Rates & Availability

Review Review

  • Angela M.

    Submitted Aug 23, 2025

    Stayed Aug 14, 2025

    Beautiful house, quiet street

  • Kirsten V.

    Submitted Aug 12, 2025

    Stayed Aug 8, 2025

    This is a nice property in a beautiful section of the island. We enjoyed the fire pit on several nights. It’s in a quiet Woody area was very pleasant staying there. I would definitely stay at this property again.

  • Dorothy J.

    Submitted Aug 3, 2025

    Stayed Jul 27, 2025

    The size was exactly what we needed. We loved being able to see the ponies at the Bebe ranch from the back porch. We even had the pleasure of seeing deer in the front yard in the morning. The house had everything we needed. The only drawback was the morning of the pony swim. We were too far down Ridge Rd to get back to the rental after the ponies had made their swim. We had to wait almost 3 hrs to get back. They parade the ponies to the carnival grounds & the turn up Bebe street was were we needed to get to in order to return home. We made the best of the situation. A little warning would have been nice.

  • Colleen B.

    Submitted Jun 29, 2025

    Stayed Jun 22, 2025

    It was nice

  • Jamie H.

    Submitted Oct 28, 2024

    Stayed Oct 25, 2024

    Short stay. Everything was great.

  • Kamala M.

    Submitted Sep 2, 2024

    Stayed Aug 30, 2024

    Whispering Pines was a wonderful home with plenty of space! It was super cozy and definitely home away from home! We appreciate the owners cleanliness of the space as well!

  • Katelyn S.

    Submitted Aug 31, 2024

    Stayed Aug 27, 2024

    We had a great stay at Whispering Pines. The kitchen was well stocked for cooking for a family, and everything was clean and well kept. There were great, quiet places for babies to sleep while everyone else could enjoy their evenings. The screened in porch was great for evenings and mornings.

  • Miss E's C.

    Submitted Jul 27, 2024

    Stayed Jul 19, 2024

    I grew up coming to Chincotegue Island my whole life. This time, I treated my parents to a vacation here. The house was wonderful, the screened in porch was a great place to hang out after strolling the town and sunbathing on the beach. The house itself, backs up to the original Beebe a ranch, home of Misty, the foal that peaked everyone’s interest in the island. The house itself had all of the amenities one could need, including a bbq grill and outside shower. I would absolutely book here again.

  • Michelle N.

    Submitted Jul 3, 2024

    Stayed Jun 28, 2024

    We had 4 adults, 4 children under 7years old, and 2 dogs- this house was very comfortable for all of us! It felt like just the right size without being too cramped. The screened in porch was our favorite place in the home. Management was very quick and attentive to any needs/concerns we had and were always friendly and professional. Thank you for accommodating our family and we look forward to staying in your homes in the future!

  • Bethany W.

    Submitted Jun 3, 2024

    Stayed May 31, 2024

    Nice location. Quiet and had what we needed. Our dog ran out the door and went into neighbors lawn, and an accident on our part because she pushed screen door open. The neighbor called the leasing office and we did tell him it wouldn’t happen again. Anyway, it was a little disheartening because we had already said to him it wouldn’t happen again. We were there to enjoy and relax. Our dog is wonderful, and if they live there all the time I understand, but they were not friendly in the least. Just an FYI to whomever rents next or in the future. Make sure your dog does not get loose. Overall, we had a wonderful time and the rental very nice.

You might like these similar properties

Your dates are Available!

Total

Includes taxes and fees
$279+
View details